D8375

2-Deoxy-D-glucose

≥98% (GC), crystalline

• Synonyma: 2-Deoxyglucose, 2-Deoxy-D-arabinohexose
• Empirický vzorec (Hillův zápis): C₆H₁₂O₅
• Číslo CAS: 154-17-6
• Molekulová hmotnost: 164.16
• UNSPSC Code: 12352201
• NACRES: NA.25
• PubChem Substance ID: 24894205
• EC Number: 205-823-0
• Beilstein/REAXYS Number: 1723331
• MDL number: MFCD00151328

Vlastnosti

• biological source: synthetic
• Quality Segment: 200
• assay: ≥98% (GC)
• form: crystalline
• technique(s): gas chromatography (GC): suitable, inhibition assay: suitable
• color: white to off-white
• mp: 146-147 °C (lit.)
• solubility: H₂O: 0.250 g/5mL
• application(s): clinical research; life science and biopharma; metabolomics
• storage temp.: 2-8°C
• SMILES string: OC[C@@H](O)[C@@H](O)[C@H](O)CC=O
• InChI: 1S/C6H12O5/c7-2-1-4(9)6(11)5(10)3-8/h2,4-6,8-11H,1,3H2/t4-,5-,6+/m1/s1
• InChI key: VRYALKFFQXWPIH-PBXRRBTRSA-N

Popis

General description

2-Deoxy-D-glucose, a non-metabolizable glucose analogue, disrupts glycolysis by targeting hexokinase, the rate-limiting step in glycolysis. Phosphorylated to 2-DG-P by hexokinase, it accumulates in the cell, depleting cellular ATP. This approach, effective in starving and killing cancer cells, may also inhibit virus cells reliant on glycolysis for replication. This versatile molecule finds application in cancer, virology, metabolomics and biochemical research.

Application

2-Deoxy-D-glucose (2-DG) is used in glucoprivic feeding research to invoke and study the processes of counter-regulatory response (CRR). 2-Deoxy-D-glucose is used in the development of anti-cancer strategies that involve radio- and chemosensitization and oxidative stress.

Biochem/physiol Actions

2-Deoxy-D-Glucose (2-Deoxyglucose) is a glucose analog that inhibits glycolysis via its actions on hexokinase, the rate limiting step of glycolysis. It is phosphorylated by hexokinase to 2-DG-P which can not be further metabolized by phosphoglucose isomerase. This leads to the accumulation of 2-DG-P in the cell and the depletion in cellular ATP. In vitro, 2-Deoxyglucose has been shown to induce autophagy, increase ROS production, and activate AMPK.

Features and Benefits

• High-purity compound suitable for a wide variety of research applications

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

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Bezpečnostní informace

• Skladovací třída: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)